South Maui comprises the towns of Kihei, Maalaea, Makena, and Wailea. Being on the leeward side of Mount Haleakala, it is drier and sunnier than the rest of Maui. With the predictable perfect climate, visitors can fully enjoy the spectacular beauty of the mile-long white sandy crescent-shaped shores, explore the lava fields, and participate in the many water activities available in the area.
South Maui is one of the top two most popular tourist destinations on the island region of Maui. Instead of hotel-style resorts, the area has a great selection of vacation Condo rentals that guests who prefer a more private relaxation would surely love.
Being locals of Maui, the Maui Property Team has extensive knowledge and understanding of which condo units in the area are included in the permitted short-term rental classification. Contact us today! You may also visit our website to search for the best rental condo. Our website is so easy to use, and you can also save searches and get daily email alerts as new listings become available.
Vacation rental eligibility depends on several factors, including zoning, condominium association rules, and applicable County and State regulations. The Maui Property Team can help you understand the differences between hotel-zoned and other qualifying properties, explain ownership considerations, and guide you through today's South Maui real estate market with confidence.
Contact the Maui Property Team TodayPerfectly positioned in Wailea Ekolu! The incredible ground floor 2 Bedroom 2 Bath Vacation Rental in the Heart of Wailea you’ve been waiting for is here. Located in Buil...
Listing courtesy of Hawaii Life (W).
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views a...
Listing courtesy of Hawaii Life (W).
Finally, a top-floor unit at Elua Village with a garage. Enjoy the rare combination of a preferred floor plan, ocean view, expansive lanai, and a private garage that is j...
Listing courtesy of Wailea Vacation Rentals.
Beautiful and fully remodeled end unit that sits south of the building with the benefit of natural light flowing from custom windows in every room. This is the greater ...
Listing courtesy of Keller Williams Realty Maui-Ka.
Kihei Bay Vista is situated across from Kalepolepoe Beach Park , the white sandy beach where kite boarders rig-up for fun on the water, the sea turtles gather, the Humpba...
Listing courtesy of Hawaii Life (W).
A rare opportunity at Kalama Terrace! This spacious 2 bedroom, 1 bath end-unit offers approx. 685 sq. ft. of comfortable living with extra windows that invite natural lig...
Listing courtesy of Compass-W.
Welcome to Maui Sunset, a beautifully maintained beachfront resort community in the heart of North Kihei. This one-bedroom, two-bath condo #A-305 in coveted "A" building ...
Listing courtesy of Coldwell Banker Island Prop(S).
This a a spacious Ground floor condo- NO stairs. DONT MISS THIS ONE: LIVES LIKE A 2 BEDROOM 2 BATH CONDO- Maui Kamaole #L-105 is a 1-bedroom, 2-bath condominium offering ...
Listing courtesy of Compass.
Enjoy island living at Kamaole Sands Unit 3-403, a top-floor 2-bedroom, 2-bath condo offering approximately 1,188 sq. ft. of living space. Located in the desirable Buildi...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Modern Island Living at Kalama Terrace L306. Sophisticated. Fresh. Steps from the shore. Experience a refined take on Kihei living in this meticulously renovated one be...
Listing courtesy of Millennium Realty Inc.
Beautifully remodeled 2-bed, 2-bath hotel zoned condo located in the desirable Maui Banyan, directly across the street from the world-famous Kamaole II Beach Park. This s...
Listing courtesy of Corcoran Pacific Properties.
You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained ...
Listing courtesy of Maui Real Estate Advisors LLC.
Ahhhh Condo living, no grass to cut, no pool to care for and no water bill. Maui Kamaole amenities include two Pools, two tennis courts, BBQ areas throughout the complex,...
Listing courtesy of Coldwell Banker Island Prop(S).
Wake up to sweeping unobstructed ocean and mountain views from this 6th-floor penthouse ideally located across the street from beaches and parks, and just steps to some o...
Listing courtesy of Keller Williams Realty Maui-Ka.
Spectacular ocean view from this very private lanai on the front row of Maui Kamaole. Updated kitchen with bamboo cabinet doors, granite counter tops & newer black applia...
Listing courtesy of Coldwell Banker Island Prop(S).
Remodeled in 2007 and thoughtfully refurnished in 2025, this exceptional one-bedroom, one-bathroom top floor beachfront condominium offers a premier location directly on ...
Listing courtesy of Island Sotheby's International Realty(L).
What a fantastic deal. This condo has been upgraded in 2023 with superior upgrades and professional decor. Must see to appreciate. 2 pools, 2 tennis courts, 2 BBQ area...
Listing courtesy of Maui Paradise Properties LLC.
Relax and Enjoy Ultimate Privacy! Enter your new Wailea place of peace, serenity and tranquility. This 2 Bedroom 2 Bath Vacation Rental Condo has been beautifully renovat...
Listing courtesy of Hawaii Life (W).
This beautifully upgraded 2-bedroom, 2-bath condo features a modern, well-appointed kitchen with stainless steel appliances, tile flooring throughout, and refreshing trop...
Listing courtesy of Maui County Real Estate LLC.
Located directly across the street from the ocean, this turn-key, spacious one-bedroom, one bath condo (larger than most 2-bedroom units in the area) is a rare find in th...
Listing courtesy of Coldwell Banker Island Prop(S).
Where the ocean whispers at your doorstep & refined luxury defines every detail, Wailea Beach Villas K-208 presents a rare chance to own a Premier Beachfront retreat with...
Listing courtesy of Maui Real Estate Advisors LLC.
SUNSETS WITH ALOHA . . . . Original Owner| First Time Ever on the Market| Never Rented| Immaculate Condition| Fully Furnished| 3 Bedroom Suites| 3 Full Bathrooms. WBV Pen...
Listing courtesy of Compass-W.
Discover luxury resort living in this exceptional ocean-view Villa located within the prestigious gated community of Ho'olei in Wailea. It is ideally positioned near worl...
Listing courtesy of Coldwell Banker Island Prop(S).
Oceanfront Condo Opportunity...... Heavily booked Beachfront Short Term Rental Condo. This is the lowest priced and fantastic updated condo currently on the market at Su...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Kihei Kai Nani 171 a "Hotel" zoned Heavily booked condo situated in south Kihei, directly across from Kamaole II beach park. This vacation resort features 180 ...
Listing courtesy of Island Sotheby's Int'l Rlty(M).
Welcome to Haleakala Shores A305, perfectly situated just across the street from world-famous Kamaole III Beach Park. This spacious 2-bedroom, 2-bath condo offers the ide...
Listing courtesy of Coldwell Banker Island Prop(S).
Price Reduced! Don't miss this opportunity to own a beautifully furnished studio in the heart of Kihei, just steps from six miles of stunning Sugar Beach. Perfectly posi...
Listing courtesy of Coldwell Banker Island Prop(S).
Aloha and welcome to Mana Kai 514. This beautifully updated 2-bedroom, 2-bath unit features two walk-in showers, two split A/C units, smoothed ceilings, full tile floorin...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Welcome to Maui Kamaole, one of South Maui's most sought-after resort communities. Set on 23 acres of beautifully maintained tropical grounds, this low-rise complex offer...
Listing courtesy of Coldwell Banker Island Prop(S).
Indulge in breathtaking ocean and mountain vistas from this HOTEL-ZONED modern oceanfront condo in Maui. Graced from floor to ceiling with a custom remodel in 2023, this ...
Listing courtesy of Coldwell Banker Island Prop(P).
Rare 2 bedroom + grandfathered loft at Hale Kamaole. This 2 bedroom, 2 bathroom, plus loft, lives like a 3 bedroom. The lower level guest bathroom features a walk in show...
Listing courtesy of Coldwell Banker Island Prop(S).
Beachfront Vintage Beauty Maui charm with this no-stairs, fully furnished 1-bedroom, 1-bath retreat in South Maui. Thoughtfully maintained, this vintage Hawaiian–inspired...
Listing courtesy of Maui Luxury Real Estate LLC.
Beachfront Hotel Zone North Kihei Condo comes turnkey! This 1-bedroom, 2-bath Nani Kai Hale condo offers 675 sq. ft. of bright, open living with a private lanai framed by...
Listing courtesy of Keller Williams Realty Maui-Ki.
Welcome to Wailea Ekolu 105. Easy access to this beautifully remodeled luxury ground floor 2B/2B unit. Condo enjoys the luxury of panoramic ocean and outer island views f...
Listing courtesy of Coldwell Banker Island Prop(S).
Few communities in South Kihei blend location and landscaping like this—tropical gardens, resort amenities, and a beach directly across the street. Kihei Akahi C620 is a ...
Listing courtesy of Keller Williams Realty Maui-Ki.
Enjoy breathtaking unobstructed ocean, neighbor island, and sunset views from the living area, the kitchen, and the spacious lanai of this extra-large, elegantly renovate...
Listing courtesy of Hawaii Life (W).
Welcome to Kihei Alii Kai, ideally located in the heart of Kihei on Maui's sunny south shore-just moments from world-class beaches, shopping, dining, and ocean activities...
Listing courtesy of Coldwell Banker Island Prop(S).
Luana Kai B301 presents a rare opportunity to own one of the very few 3 bedroom vacation rental units in this highly desired oceanfront resort. Set apart in a community f...
Listing courtesy of Maui Luxury Real Estate LLC.
Welcome to Wailea Beach Villas Penthouse 209, one of Wailea’s most prestigious Gated, HOTEL ZONED beachfront communities. This spacious 3 Bedroom, 3 Bathroom + DEN (confi...
Listing courtesy of Keller Williams Realty Maui-Ka.
Inviting one-bedroom, one-bath condo in the highly regarded Maui Vista community. This second-floor unit welcomes you with natural light, an easy-flow layout, and a breez...
Listing courtesy of Keller Williams Realty Maui-Ka.
Stunning 1-Bedroom, 1-Bath Condo in Kihei, Maui - Your Tropical Retreat Awaits! Welcome to your dream condo in the heart of Kihei, Maui ! This beautifully updated ground-...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Imagine living so close to the ocean you can smell the salt air and feel the gentle trade winds. This is your opportunity to live your dream! Perfectly positioned across ...
Listing courtesy of Coldwell Banker Island Prop-Ku.
A 'WORK OF ART’. A 'LEGACY PROPERTY'. An ‘Equity Location’. A luxurious marriage of two Wailea Point oceanfront units at Maui's finest Condominium Project! When a lifelon...
Listing courtesy of Maui Real Estate Advisors LLC.
Aloha and welcome to Kihei Akahi C-317! This hotel-zoned 1-bedroom, 1-bath condominium has been meticulously maintained and beautifully styled with coastal-inspired decor...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Enjoy the Wailea lifestyle from this ground-floor, fee-simple 2-bedroom, 2-bath condominium at The Palms at Wailea, one of the most affordable fee-simple, vacation-rentab...
Listing courtesy of Island Sotheby's International Realty(W).
Welcome to this stunning top-floor oceanfront residence in the exclusive Penthouse building at Wailea Beach Villas. This tranquil 2-bedroom, 2-bath villa offers over 2,00...
Listing courtesy of Coldwell Banker Island Prop-Ku.
From the moment you enter Wailea Point 1904, the world seems to pause. Before you lies a sea of liquid blue: waves shimmering under the sun, clouds drifting like silk acr...
Listing courtesy of Maui Real Estate Advisors LLC.
Discover the perfect opportunity to own a highly sought after 2 bedroom, 2 bathroom condominium in South Kihei's premier location. Haleakala Shores A-309 is ideally posit...
Listing courtesy of REMAX Resort Realty.
THE BEACHFRONT VILLA - A once in a generation oceanfront sanctuary! The sophisticated remodel completed in January 2025 transformed the B-101 front row Villa into one of ...
Listing courtesy of Compass-W.
Luxuriate in the serenity of Island-Style Living at the highly sought-after Luana Kai Resort in sunny South Maui. Find yourself in a tropical paradise, as you enter into ...
Listing courtesy of Century 21 Island Homes.
Discover Grand Champions 111, a beautifully updated 2-bedroom, 2-bath condominium in the heart of Wailea. This spacious and fully furnished unit offers an inviting open f...
Listing courtesy of Hawaii Life (W).
Easy to show. Best-priced oceanfront 2 bedroom - 2 bath in South Maui. Rare ground-floor location on the quiet ocean and courtyard side of the building, away from parking...
Listing courtesy of Sunny Maui Vacations.
Experience breathtaking upper floor ocean views at Maui Sunset, where resort-style amenities elevate island living. Wake up to Haleakala sunrises or mesmerizing ocean sun...
Listing courtesy of Hawaii Life (W).
Kamaole Beach Royale in the heart of the Kihei beach scene is hotel-resort zoned, allowing short term vacation rentals under current zoning. Unit 604 is a rare 6th floor ...
Listing courtesy of Coldwell Banker Island Prop(S).
Across from Kamaole II Beach Park, in the heart of South Kihei, this is the kind of address that needs no explanation. HOTEL zoning means you can rent nightly, weekly, or...
Listing courtesy of Compass-W.
Wake up to sweeping ocean views in this bright and spacious 2-bedroom 2-bath loft style condo, perfectly situated in the beautiful beach town of Kihei. Just a short dista...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to Kamaole Sands 5-205, a beautifully updated single-level 2-bed, 2-bath condo just across the street from Kamaole Beach Ill-one of Maui's most amazing swimming a...
Listing courtesy of Coldwell Banker Island Prop(S).
Price Reduced! Exceptional value for this spacious and beautifully updated condo just moments from Kamaole III Beach Park. Welcome to Haleakala Shores A207, where comfor...
Listing courtesy of Coldwell Banker Island Prop(S).
Public Remarks: Nestled on five flat acres of spectacular oceanfront, this stunning one-bedroom, one-bath condo offers breathtaking ocean views and resort style amenities...
Listing courtesy of Coldwell Banker Island Prop-Ku.
OWN PRIME MAUI REAL ESTATE! Kihei Surfside 213 is a direct oceanfront 1-bedroom, 1.5 bath condo in one of South Maui's most sought-after complexes—perfect for a vacation ...
Listing courtesy of Compass-W.
Maui Vista 2 bedroom 2 bath with large split Air Conditioner in living room and portable Air Conditioner downstairs bedroom. The upstairs bedroom and bathroom is an open ...
Listing courtesy of AA Oceanfront Rentals & Sales.
Wailea Ekolu #1008 offers the pinnacle of Wailea living—an immaculate upstairs 2-bedroom, 2-bathroom condo with panoramic ocean views. This spacious, end-unit residence f...
Listing courtesy of Coldwell Banker Island Prop(S).
Maui Vista 3402. OCEAN VIEW. This fee-simple, 2BR/2BA (plus sofa bed) unit is sold fully equipped. Stainless steel appliances, glass top stove. Efficient three head split...
Listing courtesy of eXp Realty.
This South Kihei condo will check off most everything on your wish list! Welcome to Maui Banyan Q-104, a fully furnished first-floor 2 bed, 2 bath condo in this highly de...
Listing courtesy of Romvari Realty Ltd.
Welcome to Maui Banyan H-210, a beautifully maintained 1-bedroom, 2-bathroom condo located in one of Kihei's most sought-after resort communities. One of the advantages o...
Listing courtesy of Coldwell Banker Island Prop-Ku.
Beautiful & spacious 2 bedroom, 1 bath HOTEL ZONED condo. Located across the street from a great walking beach with nightly sunsets. Upgraded kitchen with custom gorgeous...
Listing courtesy of Bello Realty Inc.
Welcome to your place of relaxation on Maui, Kihei Kai Nani 155. This quiet condo offers the benefits of ground floor living with a private tropical garden view lanai. Th...
Listing courtesy of Coldwell Banker Island Prop(S).
Welcome to HOTEL ZONED Kihei Akahi D107! Luxury vinyl plank flooring throughout create a seamless and stylish living space. The remodeled kitchen boasts sleek countertops...
Listing courtesy of Coldwell Banker Island Prop(S).
Priced to Sell! This 2bd/2bth unit in Maui Kamaole boasts impressive ocean and West Maui mountain views, and is perfectly situated in the complex between the two gorgeous...
Listing courtesy of Hawaii Life (W).
Location! Location! Experience the ultimate ocean view and luxury living in this stunning remodeled beachfront property with high-end finishes. Welcome to Maui Sunset B...
Listing courtesy of Kumulani Vacations&Realty.
Hotel Zoned with breathtaking ocean and pool views, plus serene Kealia pond views on the mountainside. Immerse yourself in a resort like atmosphere with meticulously main...
Listing courtesy of REMAX Resort Realty.
1505 PALMS is available for viewing BY APPOINTMENT through September 7th. Experience breathtaking ocean views and unforgettable sunsets from the comfort of your private l...
Listing courtesy of Maui Luxury Real Estate LLC.
This lovely remodeled and cared for 2 bedroom/2 bathroom Grand Champions unit speaks of Hawaiiana and is being sold 'Turn Key' Furnished. Unit #140 is upper-level with va...
Listing courtesy of Maui Real Estate Advisors LLC.